Winter Park Homes for Sale

$1,300,000

Virtual Tour

1922 Hammerlin Ave, Winter Park, FL 32789

1,873 SqFt

3 Beds | 3 Baths

ACTIVE

$6,995,000

Virtual Tour

901 Golfview Ter, Winter Park, FL 32789

5,479 SqFt

5 Beds | 6 Baths

COMING SOON

$495,000

Virtual Tour

3020 Nicholson Dr, Winter Park, FL 32792

1,756 SqFt

4 Beds | 2 Baths

COMING SOON

$739,777

Virtual Tour

4039 Cool Water Ct, Winter Park, FL 32792

2,124 SqFt

4 Beds | 2 Baths

ACTIVE

$479,900

Virtual Tour

5334 Lanyard Ct, Winter Park, FL 32792

1,561 SqFt

3 Beds | 2 Baths

ACTIVE

$1,900,000

Virtual Tour

1702 Arbor Park Dr, Winter Park, FL 32789

2,950 SqFt

4 Beds | 4 Baths

ACTIVE

$549,000

Virtual Tour

2211 King Richards Ct, Winter Park, FL 32792

1,845 SqFt

4 Beds | 2 Baths

ACTIVE

$4,400,000

Virtual Tour

702 Via Bella, Winter Park, FL 32789

3,720 SqFt

4 Beds | 6 Baths

COMING SOON

$1,350,000

Virtual Tour

1445 Via Sangro Pl, Winter Park, FL 32792

5,021 SqFt

6 Beds | 6 Baths

ACTIVE

$269,000

Virtual Tour

151 N Orlando Ave Unit 242, Winter Park, FL 32789

710 SqFt

2 Beds | 1 Bath

ACTIVE

$1,598,000

Virtual Tour

2430 Chantilly Ave, Winter Park, FL 32789

2,916 SqFt

4 Beds | 4 Baths

ACTIVE

$1,795,000

Virtual Tour

1230 Sunset Dr, Winter Park, FL 32789

3,250 SqFt

4 Beds | 4 Baths

PENDING

$3,265,000

Virtual Tour

1761 Legion Dr, Winter Park, FL 32789

4,924 SqFt

5 Beds | 6 Baths

ACTIVE

$1,950,000

Virtual Tour

751 Pansy Ave, Winter Park, FL 32789

2,703 SqFt

3 Beds | 4 Baths

ACTIVE

$2,699,000

Virtual Tour

1597 Oakhurst Ave, Winter Park, FL 32789

4,410 SqFt

5 Beds | 5 Baths

PENDING

$1,350,000

Virtual Tour

1117 Wading Waters Cir, Winter Park, FL 32792

4,307 SqFt

6 Beds | 4 Baths

ACTIVE

$1,829,000

1550 Palm Ave, Winter Park, FL 32789

2,706 SqFt

4 Beds | 4 Baths

ACTIVE

$3,600,000

Virtual Tour

276 Detmar Dr, Winter Park, FL 32789

4,202 SqFt

4 Beds | 5 Baths

ACTIVE

$1,640,000

Virtual Tour

1570 Palmer Ave, Winter Park, FL 32789

3,048 SqFt

4 Beds | 4 Baths

ACTIVE

$2,800,000

Virtual Tour

609 S Phelps Ave, Winter Park, FL 32789

4,018 SqFt

5 Beds | 5 Baths

PENDING

$660,000

Virtual Tour

1016 Aragon Ave, Winter Park, FL 32789

1,840 SqFt

4 Beds | 4 Baths

ACTIVE

$1,574,900

1526 Miller Ave, Winter Park, FL 32789

3,252 SqFt

5 Beds | 5 Baths

ACTIVE

$600,000

Virtual Tour

7525 Lodge Pole Trl, Winter Park, FL 32792

1,936 SqFt

4 Beds | 2 Baths

ACTIVE

$664,900

Virtual Tour

2333 Westminster Ct, Winter Park, FL 32789

1,877 SqFt

4 Beds | 2 Baths

ACTIVE

$3,999,000

Virtual Tour

1417 Williams Dr, Winter Park, FL 32789

4,891 SqFt

5 Beds | 6 Baths

PENDING

$430,000

Virtual Tour

2765 Abbey Rd, Winter Park, FL 32792

1,620 SqFt

3 Beds | 2 Baths

PENDING

$860,000

Virtual Tour

120 Longbranch Rd, Winter Park, FL 32792

3,284 SqFt

5 Beds | 4 Baths

ACTIVE

$575,000

Virtual Tour

2641 Carvell Ct, Winter Park, FL 32792

2,126 SqFt

4 Beds | 2 Baths

ACTIVE

$439,000

Virtual Tour

7640 Village Green Dr, Winter Park, FL 32792

1,631 SqFt

3 Beds | 2 Baths

PENDING

$765,000

Virtual Tour

1246 Verdant Glade Pl, Winter Park, FL 32792

2,137 SqFt

4 Beds | 4 Baths

PENDING

$520,000

Virtual Tour

1905 Bonanza Ct, Winter Park, FL 32792

1,774 SqFt

4 Beds | 2 Baths

PENDING

$2,750,000

Virtual Tour

948 Poinciana Ln, Winter Park, FL 32789

3,676 SqFt

4 Beds | 5 Baths

PENDING

$2,700,000

Virtual Tour

648 Worthington Dr, Winter Park, FL 32789

3,588 SqFt

5 Beds | 5 Baths

ACTIVE

$575,000

Virtual Tour

2627 Ambergate Rd, Winter Park, FL 32792

1,745 SqFt

4 Beds | 3 Baths

ACTIVE

$245,000

Virtual Tour

1250 S Denning Dr Unit 233, Winter Park, FL 32789

913 SqFt

2 Beds | 2 Baths

ACTIVE

$1,865,000

2343 Versailles Ave, Winter Park, FL 32789

3,307 SqFt

4 Beds | 4 Baths

ACTIVE

$3,890,000

Virtual Tour

620 Virginia Dr, Winter Park, FL 32789

4,677 SqFt

6 Beds | 5 Baths

ACTIVE

$299,999

Virtual Tour

151 N Orlando Ave Unit 118, Winter Park, FL 32789

710 SqFt

2 Beds | 1 Bath

ACTIVE

$1,699,000

Virtual Tour

2308 Mulbry Dr, Winter Park, FL 32789

2,530 SqFt

4 Beds | 4 Baths

ACTIVE

$1,625,000

2407 Lafayette Ave, Winter Park, FL 32789

3,133 SqFt

5 Beds | 5 Baths

ACTIVE

$4,650,000

Virtual Tour

857 Brock St, Winter Park, FL 32789

4,827 SqFt

5 Beds | 6 Baths

ACTIVE

$415,000

1533 Springtime Loop, Winter Park, FL 32792

1,192 SqFt

3 Beds | 2 Baths

PENDING

$2,495,000

2812 Mulford Ave, Winter Park, FL 32789

3,656 SqFt

5 Beds | 6 Baths

PENDING

$1,725,000

Virtual Tour

1840 Bryan Ave, Winter Park, FL 32789

3,727 SqFt

4 Beds | 4 Baths

ACTIVE

$569,000

4033 Tenita Dr, Winter Park, FL 32792

2,022 SqFt

4 Beds | 2 Baths

PENDING

$750,000

Virtual Tour

110 Longhorn Rd, Winter Park, FL 32792

2,673 SqFt

4 Beds | 3 Baths

ACTIVE

$1,775,000

Virtual Tour

890 N Phelps Ave, Winter Park, FL 32789

3,630 SqFt

4 Beds | 5 Baths

PENDING

$599,000

Virtual Tour

4026 Tenita Dr, Winter Park, FL 32792

2,031 SqFt

3 Beds | 2 Baths

ACTIVE

$495,000

5316 Halyard Ct, Winter Park, FL 32792

1,380 SqFt

3 Beds | 2 Baths

ACTIVE

$389,900

Virtual Tour

2017 Canny Cv, Winter Park, FL 32792

1,907 SqFt

3 Beds | 3 Baths

ACTIVE

$1,000,050

Virtual Tour

2667 Cochise Trl, Winter Park, FL 32789

2,868 SqFt

4 Beds | 3 Baths

ACTIVE

$3,199,000

Virtual Tour

361 E Kings Way, Winter Park, FL 32789

3,737 SqFt

4 Beds | 5 Baths

ACTIVE

$2,390,000

Virtual Tour

645 Pansy Ave, Winter Park, FL 32789

3,661 SqFt

4 Beds | 5 Baths

PENDING

$4,595,000

Virtual Tour

1525 Granville Dr, Winter Park, FL 32789

5,211 SqFt

5 Beds | 6 Baths

ACTIVE

$1,999,990

Virtual Tour

525 S Lakemont Ave, Winter Park, FL 32792

3,330 SqFt

4 Beds | 4 Baths

ACTIVE

$2,299,000

Virtual Tour

1840 Laurel Rd, Winter Park, FL 32789

2,868 SqFt

5 Beds | 5 Baths

ACTIVE

$1,749,000

Virtual Tour

2525 Lafayette Ave, Winter Park, FL 32789

2,715 SqFt

4 Beds | 4 Baths

ACTIVE

$4,750,000

Virtual Tour

2525 Temple Dr, Winter Park, FL 32789

4,542 SqFt

5 Beds | 5 Baths

PENDING

$669,900

Virtual Tour

433 Gilbert Rd, Winter Park, FL 32792

1,770 SqFt

3 Beds | 2 Baths

PENDING

$435,000

Virtual Tour

3740 Hawthorne Ln, Winter Park, FL 32792

1,645 SqFt

3 Beds | 2 Baths

ACTIVE

$1,419,900

Virtual Tour

1546 Miller Ave, Winter Park, FL 32789

2,984 SqFt

4 Beds | 4 Baths

ACTIVE

$460,000

Virtual Tour

2826 Ambergate Rd, Winter Park, FL 32792

1,521 SqFt

3 Beds | 2 Baths

PENDING

$420,000

5409 Albert Dr, Winter Park, FL 32792

1,483 SqFt

3 Beds | 2 Baths

ACTIVE

$464,000

Virtual Tour

2703 Tierra Cir, Winter Park, FL 32792

1,737 SqFt

3 Beds | 2 Baths

ACTIVE

$1,800,000

Virtual Tour

281 Brewer Ave, Winter Park, FL 32789

4,029 SqFt

5 Beds | 5 Baths

ACTIVE

$1,600,000

Virtual Tour

250 Killarney, Winter Park, FL 32789

2,568 SqFt

4 Beds | 4 Baths

ACTIVE

$4,250,000

Virtual Tour

229 Alexander Pl, Winter Park, FL 32789

4,431 SqFt

4 Beds | 6 Baths

ACTIVE

$368,000

Virtual Tour

885 Carnation Dr, Winter Park, FL 32792

1,240 SqFt

4 Beds | 2 Baths

ACTIVE

$549,900

2803 Riddle Dr, Winter Park, FL 32789

1,709 SqFt

3 Beds | 3 Baths

ACTIVE

$375,000

2189 Sussex Rd, Winter Park, FL 32792

1,776 SqFt

4 Beds | 3 Baths

PENDING

$1,590,000

708 Balmoral Rd, Winter Park, FL 32789

2,786 SqFt

4 Beds | 3 Baths

ACTIVE

$2,569,999

Virtual Tour

1754 Taylor Ave, Winter Park, FL 32789

3,670 SqFt

5 Beds | 5 Baths

ACTIVE

$4,900,000

Virtual Tour

1180 Via Lugano, Winter Park, FL 32789

4,961 SqFt

5 Beds | 6 Baths

PENDING

$2,549,000

Virtual Tour

1823 Sunset Dr, Winter Park, FL 32789

3,479 SqFt

5 Beds | 5 Baths

ACTIVE

$190,000

Virtual Tour

1250 S Denning Dr Unit 109, Winter Park, FL 32789

658 SqFt

1 Bed | 1 Bath

ACTIVE

$778,999

Virtual Tour

722 S Ranger Blvd, Winter Park, FL 32792

2,164 SqFt

4 Beds | 3 Baths

ACTIVE

$1,565,000

341 E Reading Way, Winter Park, FL 32789

3,723 SqFt

4 Beds | 4 Baths

ACTIVE

$599,000

Virtual Tour

2361 Roxbury Rd, Winter Park, FL 32789

1,723 SqFt

3 Beds | 2 Baths

PENDING

$399,800

Virtual Tour

1610 Gladiolas Dr, Winter Park, FL 32792

1,808 SqFt

4 Beds | 2 Baths

PENDING

$5,600,000

Virtual Tour

2228 Azalea Pl, Winter Park, FL 32789

5,152 SqFt

5 Beds | 6 Baths

ACTIVE

$599,900

Virtual Tour

4353 Steed Ter, Winter Park, FL 32792

2,275 SqFt

4 Beds | 2 Baths

ACTIVE

$465,000

Virtual Tour

3641 Hawthorne Ln, Winter Park, FL 32792

1,622 SqFt

3 Beds | 2 Baths

PENDING

$1,300,000

1434 Via Sangro Pl, Winter Park, FL 32792

3,063 SqFt

4 Beds | 3 Baths

PENDING

$1,725,000

Virtual Tour

2914 Reef Knot Pl, Winter Park, FL 32792

4,173 SqFt

6 Beds | 6 Baths

ACTIVE

$1,262,500

Virtual Tour

2015 Summerfield Rd, Winter Park, FL 32792

3,024 SqFt

4 Beds | 4 Baths

ACTIVE

$1,795,000

Virtual Tour

2501 Lafayette Ave, Winter Park, FL 32789

2,819 SqFt

4 Beds | 4 Baths

PENDING

$5,500,000

Virtual Tour

313 Sylvan Dr, Winter Park, FL 32789

4,775 SqFt

4 Beds | 5 Baths

ACTIVE

$2,995,000

Virtual Tour

1836 Whitehall Dr, Winter Park, FL 32789

4,168 SqFt

5 Beds | 7 Baths

ACTIVE

$425,000

1535 Lawndale Cir, Winter Park, FL 32792

1,676 SqFt

3 Beds | 2 Baths

ACTIVE

$2,050,000

Virtual Tour

240 N Phelps Ave, Winter Park, FL 32789

2,889 SqFt

5 Beds | 5 Baths

ACTIVE

$4,950,000

Virtual Tour

231 Chelton Cir, Winter Park, FL 32789

5,550 SqFt

4 Beds | 7 Baths

ACTIVE

$199,900

Virtual Tour

151 N Orlando Ave Unit 142, Winter Park, FL 32789

582 SqFt

1 Bed | 1 Bath

ACTIVE

$1,399,000

Virtual Tour

1473 Berkshire Ave, Winter Park, FL 32789

2,351 SqFt

5 Beds | 4 Baths

ACTIVE

$1,800,000

Virtual Tour

2032 Kimbrace Pl, Winter Park, FL 32792

3,382 SqFt

5 Beds | 4 Baths

ACTIVE

$3,500,000

Virtual Tour

2240 Venetian Way, Winter Park, FL 32789

4,036 SqFt

4 Beds | 4 Baths

ACTIVE

$500,000

Virtual Tour

2054 Eastbrook Blvd, Winter Park, FL 32792

2,031 SqFt

4 Beds | 3 Baths

ACTIVE

$695,000

Virtual Tour

715 S Ranger Blvd, Winter Park, FL 32792

2,312 SqFt

4 Beds | 3 Baths

ACTIVE

$1,599,000

Virtual Tour

641 Northwood Cir, Winter Park, FL 32789

2,756 SqFt

3 Beds | 5 Baths

ACTIVE

$840,000

Virtual Tour

338 Blue Heron Dr, Winter Park, FL 32789

2,017 SqFt

3 Beds | 3 Baths

ACTIVE

$6,000,000

Virtual Tour

1571 Woodland Ave, Winter Park, FL 32789

7,397 SqFt

5 Beds | 8 Baths

ACTIVE

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